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Substance Name: Ancitabine [INN]
RN: 31698-14-3
UNII: DO2D32W0VC
InChIKey: BBDAGFIXKZCXAH-CCXZUQQUSA-N

Note

  • Congener of CYTARABINE that is metabolized to cytarabine and thereby maintains a more constant antineoplastic action.

Molecular Formula

  • C9-H11-N3-O4

Molecular Weight

  • 225.203
 

Classification Codes

  • Antimetabolites
  • Antimetabolites, Antineoplastic
  • Antineoplastic Agents
  • Drug / Therapeutic Agent
  • Mutation Data
  • Noxae
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Names and Synonyms

Name of Substance

  • Ancitabine
  • Ancitabine [INN]

MeSH Heading

  • Ancitabine

Synonyms

  • (2R,3R,3aS,9aR)-2,3,3a,9a-Tetrahydro-3-hydroxy-6-imino-6H-furo(2',3';4,5)oxazolo(3,2-a)pyrimidine-2-methanol
  • 2,2'-Anhydroarabinosylcytosine
  • 2,2'-Anhydrocytidine
  • 2,2'-Cyclocytidine
  • 2,2'-O-Cyclocytidine
  • Ancitabina
  • Ancitabina [INN-Spanish]
  • Ancitabine
  • Ancitabinum
  • Ancitabinum [INN-Latin]
  • Ancytabine
  • Anhydroara C
  • Anhydrocytidine
  • CCRIS 2757
  • Cyclocytidine
  • O(sup 2),2'-Cyclocytidine
  • UNII-DO2D32W0VC

Systematic Names

  • (2R,3R,3aS,9aR)-2,3,3a,9a-Tetrahydro-3-hydroxy-6-imino-6H-furo(2',3';4,5)oxazolo(3,2-a)pyrimidine-2-methanol
  • 6H-Furo(2',3':4,5)oxazolo(3,2-a)pyrimidine-2-methanol, 2,3,3a,9a-tetrahydro-3-hydroxy-6-imino-, (2R-(2alpha,3beta,3abeta,9abeta))-
  • 6H-Furo(2',3':4,5)oxazolo(3,2-alpha)pyrimidine-2-methanol, 2,3,3a,9a-tetrahydro-3-hydroxy-6-imino-, stereoisomer
  • Ancitabine

Registry Numbers

CAS Registry Number

  • 31698-14-3

FDA UNII

  • DO2D32W0VC

System Generated Number

  • 0031698143

Structure Descriptors

InChI

1S/C9H11N3O4/c10-5-1-2-12-8-7(16-9(12)11-5)6(14)4(3-13)15-8/h1-2,4,6-8,10,13-14H,3H2/t4-,6-,7+,8-/m1/s1

InChIKey

BBDAGFIXKZCXAH-CCXZUQQUSA-N

Smiles

n12[C@H]3[C@@H](Oc1nc(=N)cc2)[C@H](O)[C@H](O3)CO

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1600mg/kg (1600mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)
Eksperimental'naya i Klinicheskaya Farmakoterapiya. Vol. 9, Pg. 31, 1980.
mouse LD50 intravenous 800mg/kg (800mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 7, Pg. 108, 1976.
mouse LD50 oral 3400mg/kg (3400mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)
Eksperimental'naya i Klinicheskaya Farmakoterapiya. Vol. 9, Pg. 31, 1980.
mouse LD50 subcutaneous 4050mg/kg (4050mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 7, Pg. 108, 1976.
rat LD50 intraperitoneal 1700mg/kg (1700mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
Eksperimental'naya i Klinicheskaya Farmakoterapiya. Vol. 9, Pg. 31, 1980.
rat LD50 intravenous 820mg/kg (820mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 7, Pg. 108, 1976.
rat LD50 oral > 7gm/kg (7000mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 7, Pg. 108, 1976.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 249 dec deg C   EXP
log P (octanol-water) -2.37E+00 (none)   EXP
Water Solubility 1.00E+06 mg/L 25 EST
Vapor Pressure 3.90E-09 mm Hg 25 EST
Henry's Law Constant 1.04E-17 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.25E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.